On with Kara Swisher - "Burn Book" Takes SxSW, with "Mensch" Mark Cuban

Episode Date: March 15, 2024

We're continuing book tour week in this bonus episode of “On.” Kara takes the SXSW stage with Mark Cuban, the entrepreneur turned "Shark Tank" star who is currently focused on his healthcare ventu...re CostPlus Drug Company. The two have known each other for decades and Cuban was even featured in the "Mensch" chapter of Burn Book — a short chapter at that. On stage, Mark grills Kara on how few women are featured in her book, what makes her so successful and why she didn't just call the book "told you so." Plus, Cuban shares his theory on why a possible forced divestiture of TikTok by the US government may not yield many buyers – he suggests that the social media giant isn't worth much as long as the algorithm is not for sale. This episode was recorded on March 10, 2024 at SXSW. Questions? Comments? Email us at on@voxmedia.com or find us on social media. We’re on Instagram/Threads as @karaswisher and @nayeemaraza Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript
Discussion (0)
Starting point is 00:00:00 Support for this podcast comes from Anthropic. It's not always easy to harness the power and potential of AI. For all the talk around its revolutionary potential, a lot of AI systems feel like they're designed for specific tasks, performed by a select few. Well, Clawed by Anthropic is AI for everyone. The latest model, Clawed 3.5 Sonnet, offers groundbreaking intelligence at an everyday price.
Starting point is 00:00:26 Claude Sonnet can generate code, help with writing, and reason through hard problems better than any model before. You can discover how Claude can transform your business at anthropic.com slash Claude. Do you feel like your leads never lead anywhere? And you're making content that no one sees? And it takes forever to build a campaign? Well, that's why we built HubSpot. It's an AI-powered customer platform that builds campaigns for you, tells you which leads are worth knowing,
Starting point is 00:00:59 and makes writing blogs, creating videos, and posting on social a breeze. So now, it's easier than ever to be a marketer. Get started at HubSpot.com slash marketers. Hi everyone, from New York Magazine and the Vox Media Podcast Network, this is On with Kara Swisher, and I'm Kara Swisher. Today, you get a bonus episode and a bonus leg of my tour for my memoir, Burn Book, A Tech Love Story. There's a chapter in the book about the Menches, the Silicon Valley figures I like and respect. It's a short chapter, but today I'm talking to one of them, Mark Cuban, at a conversation taped live at South by Southwest in a session presented by the software company
Starting point is 00:01:51 Atlassian. I met Mark decades ago, well before his incarnations as Shark Tank Star or his mission to crack the challenge of American healthcare with his latest enterprise, Cost Plus Drugs. Back then, he was kind of a tech bro when he and his partners sold Broadcast.com to Yahoo for billions of dollars. Over the years, I've seen Mark evolve and change, and I'm very excited to sit down with him in Austin. You'll hear that conversation right after the break. Fox Creative. This is advertiser content from Zelle. When you picture an online scammer, what do you see?
Starting point is 00:02:42 For the longest time, we have these images of somebody sitting crouched over their computer with a hoodie on, just kind of typing away in the middle of the night. And honestly, that's not what it is anymore. That's Ian Mitchell, a banker turned fraud fighter. These days, online scams look more like crime syndicates than individual con artists. And they're making bank. Last year, scammers made off with more than $10 billion. It's mind-blowing to see the kind of infrastructure that's been built to facilitate scamming at scale. There are hundreds, if not thousands, of scam centers all around the world. These are very savvy business people. These are organized criminal rings. And so once we understand the magnitude of this problem, we can protect people better.
Starting point is 00:03:28 One challenge that fraud fighters like Ian face is that scam victims sometimes feel too ashamed to discuss what happened to them. But Ian says one of our best defenses is simple. We need to talk to each other. We need to have those awkward conversations around what do you do if you have text messages you don't recognize? What do you do if you start getting asked to send information that's more sensitive? Even my own father fell victim to a, thank goodness, a smaller dollar scam, but he fell victim. And we have these conversations all the time.
Starting point is 00:03:59 So we are all at risk. And we all need to work together to protect each other. Learn more about how to protect yourself at vox.com slash zelle. And when using digital payment platforms, remember to only send money to people you know and trust. It is on. Well, tables have turned. Yeah, as if. And I've got my questions.
Starting point is 00:04:24 We'll see. We'll see. We'll see. Are you nervous? No. You should be. I'm terrified. Not even slightly. So I just finished a book, and you talk a lot about the men that have built tech and the business world in general.
Starting point is 00:04:38 Right. But we know most of who they are, right? And everybody knows who they are. But what you really didn't talk enough about in my mind were the women women in tech true because you want to know why but go ahead well no other than the obvious right but you you still could there there have been women who have had significant impacts right and not just impacts in the tech world but in the world in general sure and i want to want you to start talking about who's had the of the women that you've dealt with right Even if they're spouses, who do you think has had the biggest impact in tech? And who do you think is now having the biggest impact in the world?
Starting point is 00:05:10 Well, you say even if they're spouses, because some spouses are critically important. Well, that's the whole point, right? Yes. And I did talk about Mackenzie Bezos. She's now Mackenzie Scott and has been doing an astonishing job at philanthropy, for example. So what happened in a lot of early internet people, the spouses, and these, the reason why it's largely men is because, as you know, it's a sausage fest in tech. And big, different sized sausages, but sausages.
Starting point is 00:05:40 And so it's hard when you- So when you said I was a mensch, what the, you know, and- Well, you started off as a tech bro, because you and I did not start off on a good foot. You were such a jerk. But he has evolved- I've never been a jerk to you. You were like, I'm the greatest. I'm fantastic.
Starting point is 00:05:54 Oh, never, never. You were so wrong. No, you was you. I'm saying you had a journey, which is good. I'm complimenting you. You can't take- But still. Take yes for an answer.
Starting point is 00:06:02 Okay. So let me talk about the women. One of the things that happened when, for example, remember when Meg Whitman became CEO of HP? Big company, big important company. And she had previously done an astonishing job at eBay. Very good CEO. We had a beef about her gay stance when she ran for government, but she later recandidated. And in fact, became one of the only Trump critics early on.
Starting point is 00:06:24 She wouldn't do anything with him, even though she was one of the few Republicans, out Republicans in Silicon Valley. When she became head of HP, I called Sheryl Sandberg to tell her. I was like, you're now the second most important woman in tech. And she said, I'd like to be the 10th, which is really interesting.
Starting point is 00:06:40 Because if you really, one of the problems we had at Code all the time and All Things D was we had CEOs on stage and it was very hard to you could find people who were below like google had a lot of women below like susan wajiski i would say and i wrote about her in the book was a very significant person they started google in her garage she was an executive at intel she was a real steadying force of that company, later took over YouTube, et cetera. And so she would be someone like that, but she tended not to try to take any spotlight from them for a long time. Right. And that brings up an interesting point. These guys that you wrote about needed babysitters.
Starting point is 00:07:17 Yes. And those babysitters typically were women. Sometimes. Sometimes. But I always was offended by that idea of, it was more than that. It was adult in the room. Remember that expression? They needed an adult. Yeah. Carried always was offended by that idea. It was more than that. It was adult in the room. Remember that expression? They need an adult. Carried on to the presidency, yeah. Right, exactly.
Starting point is 00:07:31 And so I found that offensive. I was like, they are adults. They are adults. You found because they are adults? Treating it like that. To me, it gave them an out. Like they could act any way they wanted. And then they did.
Starting point is 00:07:48 And so they needed an adult when they were adults. talking mark was mark zuckerberg was particularly with cheryl right sandberg and when she came in she absolutely stabilized things it was a it was a it was a goat rodeo at that company as you know and they kept firing different people and shifting around and mark was very inexperienced and it was a mess like early google was like that most early companies are chaotic much more chaotic than people realize. And then later they retell the story as inspirationally wacky. Yeah, but Sheryl's contribution wasn't just being a stabilizing influence. No, it wasn't. And that's what I want you to talk more about.
Starting point is 00:08:17 Sheryl Sandberg was absolutely critical to the success of Facebook. She was over at Google. And the reason I was mentioning Google is Google had a lot of women. Marissa Mayer, there was Shona Brown, Susan Wojcicki, all right under the main, right, prominent executives, by the way, including my ex-wife, Megan Smith, underneath the bottom part, but not the CEO, not the top position. And they were critical to that. And Sheryl, of all of them, was the most critical, I would say, in terms of growing it and stabilizing it and putting in business systems, particularly, especially advertising employees. I mean, she really built that business. And previously,
Starting point is 00:08:53 she had done it at Google for part of the advertising business, the automated stuff. And so she was absolutely critical and a stabilizing force on Mark, right, in terms of getting the boy out of it the boy she was also a great manager right absolutely that's the part that's stabilizing on him on the whole company right right right because she put aside the stabilization of mark zuckerberg and the hoodie isms and all that kind of stuff it was more like organizationally setting structure because he had no skills there whatsoever no no he was product so right he was all product so when you talk about the history of facebook i don't think she gets enough credit for actually defining the organization and setting roles for people below her yes here's what i'd say
Starting point is 00:09:35 i don't think it's a credit book i'm saying the damage book and one of the things i did and i wrote a column on this in new york times is there was a lot of attacks on her when things started to go south, and not him, because he needed adult supervision. He was, you know, whatever, whatever it happens to be. You know, Elon's the way he is because of demons. Ooh, demons, really. Maybe he's just an asshole. I'm really trying not to mention his name, right?
Starting point is 00:09:58 Well, you have your own. Did you know you were a moron? I don't care. I'm also a racist. That's right, I heard about that. But one of the things that was important for Cheryl is she was his full partner in that. I would say they were partners because she didn't have a product background, and he certainly did. And he also had the love of techies, right?
Starting point is 00:10:18 They had these little, that's how you get people going. And so she did not have that. And I think it's a discounted talent for a lot of these. Absolutely a discounted talent. At the same time, she got a lion's share to me of the blame when things went south. It was like, oh, he's a genius. Her, she's a dragon lady kind of thing. And I think, listen, I think she was utterly compromised.
Starting point is 00:10:41 I told this to her face at the time when the Russian stuff started. I warned her she was going to get double blamed for everything. And I do think the women definitely had a harder time. But right now, Mark, let's think. Lisa Su at AMD. I mean, Dr. Fei-Fei Li
Starting point is 00:10:57 isn't getting the attention she deserves. I wrote at ImageNet. She started ImageNet at Google. Women in prominent positions of power, not the ones you think of them in, but prominent scientific. I know what you're saying. Yeah, running the show. Or business operations or whatever it happened to be. Because in most of Silicon Valley, and I think you can agree with me, it's always HR, PR.
Starting point is 00:11:19 Yeah, for sure. Where you have to put the easy hires. Yes. Right? Where you don't have to give responsibility to who's going to impact the earnings per share. But it was also on boards. It was absolutely on boards. Non-existent.
Starting point is 00:11:30 Non-existent, which is a very easy place to be diverse in some fashion. The underlying message in your book is these guys are assholes in a lot of respects. Some of them. Not all. Thank you for not thinking I'm still an asshole or many of them. No, you're not. You were never an asshole. I'm just saying,
Starting point is 00:11:46 you've evolved and you've gotten better is all I'm saying. That's, I think, what I'm saying. I'll take that as a compliment. Okay. No, but you have.
Starting point is 00:11:52 Let's talk more about that. Okay, all right. But you could have named it I Told You So. Yes, yes, yes, yes. But I could have told you so. Right? But that's the beauty of you.
Starting point is 00:12:06 Yeah. Right? Because— Well, I did predict the insurrection, but let's move on. Go ahead. Which one? Which one? The main one.
Starting point is 00:12:12 The main one, yeah. The most recent one, not way back in 17—well, that wasn't an insurrection. That was a revolution. But, yeah, no, I think I've been right quite a lot of the time. Which is great, right? Yeah. That's why I love you, and that's why I love— we do interviews because you're confident in everything that you do, right? But confidence is one thing, being prepared and understanding these things, right?
Starting point is 00:12:33 That's right. What do you think makes you capable of the, I told you so, and the scene around corners? Right. So it's more, it's not that I told you so, it's like one of the things I wanted to be was a spy essentially, but more an analyst. I wanted to be in the military. I was gay, and I couldn't be because I'm old. You and I are both old. We're young.
Starting point is 00:12:52 We're just getting younger. We're young at heart. But what it was was I couldn't be in the military, and I really wanted to be in military intelligence. I was very interested in propaganda from a young age. And so I spent a lot of time doing what is essentially puzzles, like what's happening here? What's going on there? Put this together. I know this person to be like this. And so that's what I would often do. Like, this is the way I think it's going to be. And one of the things that Silicon Valley lacks is any ability to anticipate consequences. Never, ever. And I'm really good at anticipating consequences.
Starting point is 00:13:25 And so sometimes I just, because I have so much knowledge and spend so much time focused on people. I mean, I interview everyone when they leave a job. I do. I go get them. No one wants to talk to them. I'm like, I'm the exit interview. And then they tell you things, right? And then you put it together.
Starting point is 00:13:40 But that takes a knowledge base, right? Yes, you do. You have to build it. Someone who wants to be like Kara Swisher, right? That wants to emulate you as best as possible yeah right there's a process you go through to know these things that's right that's what I want to understand let me give you an example when Yahoo bought tumblr remember that disaster um but at the time it was she wanted something hot to make yahoo because yahoo was like decidedly uncool by that yeah and so I had heard a rumor that they
Starting point is 00:14:04 were buying something that's all rumor that they were buying something. That's all I heard. They're buying something and it's a billion dollars. That's all I got. And I was like, okay, this is what I got to work. Sort of like, remember that Apollo movie where they had, here's all the pieces, let's figure out the solution. So I was like, okay, a billion dollars, Marissa Mayer, Yahoo. She needs to be cool. That was my first, because she's desperate to be cool because she wasn't very cool. And and yahoo wasn't very that seems to be a recurring theme in a lot of yes exactly and so so i said what could it be and i made a list of companies worth that you know at all that could be sold for that and the valuations because i was aware of those and i was like what does she want
Starting point is 00:14:37 like i knew her because i'd met her at google i'd spent a lot of time with her i had i i watched her think um and then i thought, well, who would she get along with? What could she buy? What could she get now? What would, who are the people she knows really well? And so I had made a list and the top three, Tumblr was on it. And I knew they needed money. That was well known that they were sort of running out. They were very popular, had problems with porn and stuff like that. And they needed a bigger thing. And it was not unsimilar when Google bought YouTube. What did they need to get right at then? And so I thought, okay, the first three, and I started calling the venture, I knew who the
Starting point is 00:15:14 venture capitalists were for each of them. And so often I bluff people like you're very good at, you know, at gambling and stuff like that. I'm not, I don't play poker, but I bluff really well. And so I, or basically lie, that's what I do super well. And so I said, I call one, I'm saying, did, I hear Yahoo's buying this for a billion dollars. No, Kara, that's silly. No, no, no, no, no, that didn't happen. The third one was Tumblr and the venture capitalist. And I call a lot of them, one of whom lied to me out. No, absolutely not. That never happens in this business. I know, it never happens. Oh, my God. Mark Andreessen.
Starting point is 00:15:47 So in any case, it's neither here nor there. Neither is he. So you like that, don't you? Yes. This is an inside joke right here. But so then I called the third venture capitalist at Tumblr, and they're like, how did you know everything, Cara? And I was like, I do. Like, they just told me, right? They just told me. But underneath that, right? So there's a question of
Starting point is 00:16:09 knowledge accumulation, right? And relationships, right? That's right. Those are two things. Two different things, right? So part of it is knowing the industry and having to do the work. And did you, do you think you benefited more from developing all these relationships? Early? No. Right. Cause you couldn't get those relationships, right? Because they change over time and then they isolate themselves. Like, I don't know who you were at the time. Well, except nobody knew who they were.
Starting point is 00:16:31 So I was at the Wall Street Journal. So that gave me an advantage. So like Jeff Bezos was my best buddy until he didn't need me anymore. Right. So I understood that trade. Like he needed attention because that was a struggling company. Same thing with the Google guys. Nobody was paying attention to them.
Starting point is 00:16:45 They weren't. They were little. Which is insane when you think, because I remember going to the Google office with Patrick Keene. Oh, wow. Yeah. Yeah. And that's how I got my early Gmail account, right?
Starting point is 00:16:54 Right. And so, but it was like 2000, right when they had just started, right? Yep. And looking at their numbers and they were just parabolic and up to the right. Yeah. And hardly anybody knew who they were. They didn't. They didn't.
Starting point is 00:17:03 And I had gotten there much earlier even because John Doerr who i'd spent some time with and mike moritz they were the early investors and john who was not i really liked john a lot and he was not effusive he goes carrie you need to go see this and i go come on another search engine because it had been the 10th right there's so many there was i forget all the names of all the ones. And I was like, a search engine. He goes, I promise you, it's not a waste of your time. But he was trying to get in the Wall Street Journal, right? So that was, I had the advantage there. And I went to the garage, where Susan's garage.
Starting point is 00:17:34 And I was like, oh, I see. Like he did, he was right. So he turned me on to that. And then I spent a lot of time with him. And you know, these people, no matter how you slice it, are narcissists for the most part. And so they like the attention of a reporter. Same thing with Amazon. I went with Jeff when he picked one of his first headquarters out in a really crappy section of Seattle because he couldn't afford anything else. And then what they did, which is a mistake on their part, was
Starting point is 00:17:59 they thought I was their friend, or their pal. Are you trying to tell me something? No, you know, I like you. You, I like. There's a list I have. Dave Goldberg was one of them. You're one of them. Yeah, I'm a great guy. Who I very much like. I'm happy to have met and consider a friend.
Starting point is 00:18:13 But you just start to develop these relationships. And then sometimes they sort of realize the penny drops. If they're adults, they get it. They sort of get what the trade is here. And when you're a beat reporter, there's a real trade because there's that access versus this and that. After I started All Things D, I didn't care anymore. We just said what we felt. And most smart people kind of liked it, like you liked it for sure.
Starting point is 00:18:36 For sure, because I like doing interviews with you because you would get me to talk about things I normally wouldn't talk about. you would get me to talk about things I normally wouldn't talk about right and I want the trade-off was that informed people about whatever I was doing but also made me more introspectful about what I was right because I think one of the things is I talk to people when I'm not doing a story I sometimes just call like I write you and like what do you think of this like because I'm interested and yet so I develop relationships over time and I also I don't trade information but you know when Elon made fun and said fuck you Bob on from the stage of the New York Times thing um I texted Bob Iger I have his number I get everybody's cell phone number by the way that's a really good tip uh and I texted him I I said say nothing like say don't just get out of the room as don't respond it's he's crazy like don't
Starting point is 00:19:22 say anything he's trying to get you to respond because somewhere in his life, he didn't get hugged enough. You need to move along. And so, and I don't, it wasn't a piece of advice. I was like, you know, probably I would like it if I was a beat reporter, if he said something, so then I get a good story. But at that point, I was like, let's not feed the beast, essentially. And so, you know, that's the kind of thing. I would talk to people when they didn't have things. I developed the relationship. I would would often meet people's i haven't met your parents yet though um i i meet their parents i meet their brothers and sisters sometimes i know who their friends are also and the p and their minions but you know it's just information well but yeah but one of the things like when we talk we go back and forth like we dm each other whatever text each other like you're
Starting point is 00:20:03 always checking your whole card that's one of the things I like. So talk about that. Was that a whole card? Well, it's a poker reference. Oh, okay, fine. Check your whole card like when you're playing 21. Okay, good. So you want to make sure you're right, right?
Starting point is 00:20:15 Don't make any sports references because I know I'm a lesbian, but it's not going to work for you. So go ahead. But you do drive a Subaru, right? I did have a Subaru. It's called a Lesburu, by the way. I have a Kia now and a Chevy Bolt. I'm a very sexy lady? I did have a Subaru. It's called a Lesburu, by the way. I have a Kia now and a Chevy Bolt. I'm a very sexy lady.
Starting point is 00:20:28 I actually have a Kia, too. Do you? I love my Kia. Yeah, we're sexy people, you and I. We are sexy people. We love our Kias. But, you know, talk about that, right? Because what you come up, your conclusions are one thing, but how you get there.
Starting point is 00:20:41 Yeah. Right? You're always asking, right? What do you think? What do you think? You know, because you're always, you you know particularly when it comes to the guy that owns the company formerly known as twitter right you know why do you think he's doing this so talk about just your process in their case like when you went in there and which i admire you for the dei stuff
Starting point is 00:20:58 you know you went in there wanting to have a real debate like you said and you also didn't go di is just good you didn't like do that you said here's you also didn't go, DEI is just good. You didn't like do that. You said, here's what I didn't do. Here's why it worked for me. Here's where it doesn't work. But you did it in a way that this is my experience and why I think
Starting point is 00:21:12 it's a good thing. And you don't have to do it. Like you were quite, I was like very proud of you when you did that. And it was long, you know, it wasn't Bill Ackman long,
Starting point is 00:21:19 but it was long, right? So, but yours was helpful. I was like, oh, this is interesting. And then the response you got from elon was you're a moron like is that a debate he wasn't interested then he called me and then he's leaded then he called me a moron that was that was instructive to me because he
Starting point is 00:21:34 didn't want to have a debate he didn't want to have an actual he never does right many of them don't like they don't want to have it you want to have a real discussion about this okay like it's okay to touch this these third rails of issues right and he just he didn't but many people he's not looking to push anything forward other than himself right but i that's why that's what i like when people do that when people want to actually have a debate i often like i just did an interview with mike gallagher who i agree with on a lot of things about China. He's, you know, his gay stuff is off that I don't love. But we have we've been having really interesting. He's leaving Congress. I think he's really smart.
Starting point is 00:22:11 I'll have a discussion with anyone like Ken Bach is another person I've spent a lot of time with because he took the time to do the homework on tech stuff. Right. Got himself educated. We don't agree on everything. But boy, isn't an interesting discussion. Now, he's turned out to be one of the more cogent voices saying the action wasn't stolen. Stop this nonsense. And this is a ruby red conservative from Colorado. But I saw it when he's leaving. So it's Mike Gallagher. It is heartbreaking. Would you ever run for office? Would you?
Starting point is 00:22:41 No, but would you? I'm asking the question. I'm the interviewer. I'm the you're the... I'm the interviewer. I think you are running for president. I do. I'm the interviewer. I do. I believe you are. I'm just saying. So would you ever run for office? I would be your press secretary. Well, let me... Let me ask you a question. All right, try again. No, yes, I thought about it. I thought about running for mayor of San Francisco.
Starting point is 00:23:15 Who wants care to run for mayor of San Francisco? No, they have a good mayor. So at the time, there was a mayor I thought wasn't good, and then he died in a supermarket, which I feel bad about, but he still wasn't a good mayor. So I lived there, and you could see the issues beginning, especially homeless. There was always a homeless problem, even in Gavin, everything else. And one of the things I found myself doing is I found myself griping too much.
Starting point is 00:23:36 Like, oh, the politicians. Oh, this. You know, I mean, griping. Kara Swisher griping? Griping. Exactly. No. Exactly.
Starting point is 00:23:41 No way. I hate griping. I gripe. No, but I don't gripe. I make criticisms. But I was griping i gripe no but i don't gripe i i make criticisms um but i was griping griping is different it's like uh you know that kind of thing i can't that i can't do anything about it and so i thought you know i have to stop freaking griping and run like thank you stop that stop it be a citizen don't say why they suck which i really hate is this contrarian for the sake of contrarian culture that never wants to solve anything. They just want to tell you what's wrong and how right they are kind of thing.
Starting point is 00:24:08 And so one of the things I thought about was running for office because I thought, let me see. Democrat or Republican? Democrat, obviously. Although the Republican would fuck people up, right? Like Taya Leone on Madam Secretary. But I would have. And then I ended up, COVID ended up happening. And I ended up having two more children, which changes changes things like I can't I can't I I like the children better than being
Starting point is 00:24:30 mayor of San Francisco so what's the greatest misunderstanding of Kara Swisher um that I'm um that's interesting that's a good question thank you that I mean that I mean I don't like that I don't think I am I don't think that I often ask they're like you're really mean to someone I'm mean, that I'm mean. I don't like that. I don't think I am. I don't think that. I often ask, they're like, you're really mean to someone. I'm like, where in the interview was that moment? And they're like, well, you're just mean. I'm like, but where is it? Where is the actual unfair question? And I-
Starting point is 00:24:54 Okay, well, right there, right? Right. There's unfair, but most people won't ask the unfair question. Right. Because it's mean. Right, right. But it's not mean. It's not a mean question.
Starting point is 00:25:03 I'm not saying you shouldn't ask it, right? Right. That's who you are. You shouldn't ask it right that's who you are you have to mean it's like here's you're an adult person you should be able to answer a question like honestly these people aren't made of paper mache like and especially when you agree to an interview with you right that's correct like what do you think you're gonna get does this mean when steve jobs we did the last interview walt and i did and i asked him at the at the interview we were talking about a lot of things and he was quite vibrant to the end.
Starting point is 00:25:26 That was one great thing. He looked very ill on stage. He was skeletal. I don't know if you were at that one, but he was skeletal. He looked like he was quite on the edge of not getting up again, dawning down, not getting up again.
Starting point is 00:25:40 But he was vibrant. And so for some reason, I looked at him and I said, what are you going to do with the rest of your life? And everyone in the room was like, oh no, did she just ask a dying person? But as far as I'm concerned, we're all dying. Second of all, he wanted to talk about that
Starting point is 00:25:56 and he gave the best answer. And so he didn't mind that, but the people did. They did. The one question I did want to ask that I didn't, because I should have now that I think about it, was I was interviewing Tim Cook the people did like they they did the one question i did want to ask that i didn't because i i i should have now that i think about it was i was interviewing tim cook and he's not as interesting as steve jobs let's just be clear he's very like few people are few people are but he's really not um compared to me i like him i really like him but you know he's so mean i'm not mean you know
Starting point is 00:26:19 what i'm talking you know you spend time with him um so when i was talking to him and it was clear he's gay i knew it everyone knew it and i wish i had when I was talking to him, and it was clear he's gay. I knew it. Everyone knew it. And I wish I had asked him about it. But then I thought it was disrespectful as a gay person, whether when and where you choose to come out. At the same time, he was also the most prominent person who I knew to be gay in tech, right, at all, right?
Starting point is 00:26:40 It's a very small group of people. And I wish I had found a way to talk to him about that publicly. Although I don't think it was as big a part of his identity as other parts, right? So in that case, I thought, it really isn't part of his identity that he wants out there in some fashion. It wasn't that he was closeted so much as it wasn't, he didn't find it to be the most interesting part of his personality. So that's why I made that decision. We'll be back in a minute. Support for this show comes from Constant Contact.
Starting point is 00:27:19 You know what's not easy? Marketing. And when you're starting your small business, while you're so focused on the day-to-day, the personnel, and the finances, marketing is the last thing on your mind. But if customers don't know about you, the rest of it doesn't really matter. Luckily, there's Constant Contact. Constant Contact's award-winning marketing platform can help your businesses stand out, Thank you. that helps you create and send the perfect email to every customer, and create, promote, and manage your events with ease, all in one place.
Starting point is 00:28:12 Get all the automation, integration, and reporting tools that get your marketing running seamlessly, all backed by Constant Contact's expert live customer support. Ready, set, grow. Go to ConstantContact.ca and start your free trial today. Go to constantcontact.ca for your free trial. Constantcontact.ca. So now where we are in tech, what scares you? Oh, a couple things.
Starting point is 00:28:42 The continued lack of accountability by the tech industry, the lack of any guardrails by the government. Okay, well, let's talk about that right there because it's a big topic, right? Yes, of course. So how do you see AI? I'm not scared of it like the other. I'm not like, oh, my God, it's going to kill Terminator. I'm not in the Terminator zone with people.
Starting point is 00:29:01 I know they are, but it's not true. If you start to do research research if you look at it and you talk to people like dr fey fey lee and others that i respect um you know you get a minute like okay here's what could go wrong here's what couldn't go wrong about that right because you see around corners right right this is the whole i told you so in advance well i just did an interview with reed jobs steve sun who's he's doing a lot of stuff. And we obviously talked about AI and healthcare, right? It's every aspect is going to, it's like, is the internet bad or how people use it bad, right?
Starting point is 00:29:31 Like the internet itself, it's like electricity. And I think the core of the book is that quote by Paul Virilio, when you invent the ship, you invent the shipwreck. Right. And when you invent the plane. Which is a great quote, by the way. Yes, it is. I highlighted it.
Starting point is 00:29:42 Yes, I know. It's a really wonderful quote. You know I highlighted it? What? Why? You know I highlighted it. Yes, I know. It's a really wonderful quote. You knew I highlighted it? What? Why? You knew I highlighted it? No, everybody did. Everyone did.
Starting point is 00:29:49 Everyone did. Every person did. They love that quote. It resonates. Yeah, really good. And so I don't find the thing itself scary, although it's certainly, you know, we all have a science fiction in our head. So that's, you know, we're in that zone of 2001, a space odyssey, Terminator,
Starting point is 00:30:05 particularly, there's a lot of stuff, you know, anyone, Black Mirror, that whole thing, right? You have all those. You can imagine the bad outcomes very easily. And you can actually say this could be used. What I also do is what could it be used for good, like healthcare, for example, come on, like drug discovery, like the list goes on. How's it going to apply to insurance, HR, efficiency in media, stuff like that. You can go go is that a net positive in terms i don't know i don't know yes it will wait can we get that on video i don't know i don't know but i don't know but i know i think most technological transitions end up being a positive if they do eventually but there's a great deal of pain but in your industry right if we if we call it journalism and i know it's apparently it's over right, if we call it journalism and media-
Starting point is 00:30:45 I know, apparently it's over. Right, but you called it when it was over before, right? So you talked about digital- I didn't say over, I said, you're in trouble, you know? You know the expression, one of my favorite movies is Ghost, when Whoopi Goldberg goes, girl, you in danger? That's what I was doing. One of my favorite science fiction shows is the Twilight Zone to serve man, right?
Starting point is 00:31:06 If you'll remember it. And I i kept going it's a cookbook they want to eat you they want to they're the borg i kept using all these science fiction references and for some reason most media executives who are of a certain age it's usually an older white man just were like don't worry honey i was like honey says you're fucked so you know so on the honey says type topic right yeah um i want to i want to cover ai one more time because you have been pressing so much right yes right let me finish that so there's the accelerationist which i don't like that and the deceleration okay so i don't like either of them i don't like i think they're ridiculous i think look mark andreason wrote this techno-opinionist thing that I've said over and over again
Starting point is 00:31:46 was the stupidest piece of writing I've seen in a while. And that's saying a lot. And so it was because he was like, you're either with us for against us, you're positive towards, I know he has to do that for his little cheerleading squad and his stands. I get that.
Starting point is 00:31:58 But he's too old for this shit. Like, come on, be honest. Like, let's, it'll be good, it'll be bad. Here's the good thing. What's, I mean, that's what Sam Altman's doing very deftly. He's a deft person in that regard, right? It's been tough for him, but go ahead. Yes, it has.
Starting point is 00:32:10 But he has been at least trying to say- Walk the line. Walk the line. It's going to be hard because eventually he's going to go toward the, I want to make money side. There's no way- He already is there. That's what he's going to do.
Starting point is 00:32:21 When all of a sudden you start a company, there's a billion dollars in revenue in the first year. A lot of people change their minds, right? Really quick. It's quick. And so, but he's still actually saying it, which is interesting, but at least they're saying it.
Starting point is 00:32:31 They never did. So Mark has to be like, everything's up and to the right. There's not going to be anyone who says there's a problem is an idiot. That's really, you're with, and then the whole rant about elites, of which he is the elite of the elite, right?
Starting point is 00:32:42 Right, and what was the laptop class? That's him. Everything, you know, a lot of things these people say about other people are about them, 100%. He's the elite. He's the one that lives, you know, goes from car to plane to yacht to whatever. I hate people like that.
Starting point is 00:32:58 Yeah, yeah, yeah. I don't mind the plane sometimes, I would say, but I know they're carbon. I don't have a yacht. I get it, I get it. I ride commercials. So one of the i mean obviously i do i can't afford that it's crazy amounts of money um so uh so there's those then the decelerations are just this idea that it's over it's like are cars good or bad yeah that's ridiculous yes right it's just not thoughtful so
Starting point is 00:33:24 then the next question becomes are we we going to see Kara GPT? You have such a vast library of work, right? That's public, but there's also a vast library of your notes that you alluded to, right? And the emails and interviews that you've recorded, right? Would you ever consider putting those into a large language model? Obviously I would. Yes, I think it would be fascinating. Because I don't think that's obvious, right?
Starting point is 00:33:48 No, yes. Because it's very personal. Yes, but I would because I'd like to understand patterns. I've lost so much stuff. It's like, it's there. There's so much. You know, one time I remember
Starting point is 00:33:56 being at the doctor's office and I looked at, there was, you know when you go to the doctor's office with all the files on the wall? And I had had an issue with low white blood cells, which I found out when I had a baby. After I had a baby, I had no idea I had it. And they couldn't figure it out.
Starting point is 00:34:08 I did every test in the world, and they never could figure it out, ever. And they still do this day. And then they diagnosed me with neutropenia, which means low white blood cells, which is not a diagnosis, it's a description, which I told the doctor who said, get out of my office. I was like, I can speak English.
Starting point is 00:34:21 But if you need any medications, costplustrugs.com. But there was, thank you, but I didn't. They couldn't even medicate it. They didn't know why. And so that's all I wanted them to say. They didn't know. But I remember looking at the vast files, and they were all paper files. And someone who took my blood once said, you know, this happens to a lot of women of your age.
Starting point is 00:34:43 And I was like, this person's seen this over and over again, but their knowledge is not getting into the knowledge base. And then I looked up at these papers. I go, the answer is in there. It's in there. They just can't find it because they can't find it. It's in there. And same thing with my notes. I remember thinking that someone's got to get all of them in there. And what I would like to see is the ability for me to own it, which is why, unfortunately, most of my, not all of them now, but most of my interviews over the many years, including the Gates Jobs one, which was a classic, many of the ones with you, not all of them now, were owned either by Rupert Murdoch now or Vox Media or whoever in the New York Times. And that means I don't have control over them, right, in some fashion. I would have, if I had been- But you do have your notes, right?
Starting point is 00:35:23 Yes. And the other things related- Yes, but they're hard to, but definitely the emails. I'd love to input those because then you would find, like I did go through, like one of the things I did
Starting point is 00:35:32 was go through interviews with Steve Jobs, for example, that I'd forgotten about. I just forgot. And at one point, he named podcasting. I didn't realize he did it
Starting point is 00:35:41 in an interview with Walt and I where he goes, it's an iPod and broadcasting, podcasting. Yeah, but that had been done way before that. It had been. Yes, I know.
Starting point is 00:35:47 I know you have some experience with this. Yeah, a little bit, yeah. Broadcast.com. But I'm just saying, but he was one of the first ones to say it loud, out loud kind of thing. And the other thing was, you know, going through emails with Elon when he says, I really don't want to be the center of attention. This was, I know, right?
Starting point is 00:36:03 I know, but this was, right, but this was 15 years ago, right? Different person. Different. And then, so you saw the evolution or something. So you can see the evolution as it goes on. And that's interesting. And I wish, I don't have all my emails. I have some real, I had some spectacular email arguments with everybody or texts. So it's an easy step, right? Because I look at the bigger picture, right? And so don't think about now, think about it 75 years from now. Yes, 100%. And for your kids, right? The way, in my opinion, not to get too far afield, we're going to start taking all those things we capture about our kids and put them into a large language model. And they're going to be able to ask us questions about ourselves long after we're gone. Yes. And I have to say, one of the themes of this book is death. You know, I talk about my dad's death and everything. I would have liked that to been
Starting point is 00:36:51 able to be able to see him, you know, cause I don't know. I, the memories are very thin, obviously, unless you get some, unless there's some chip someday, they'll be able to extract my memories and which are long because you, as you know, having kids, at five, they know you. My dad died at five. My kids, my four-year-old and I talk, have long discussions. And so where did those go? That would be fascinating. Incredible. Incredible. There's a book, someone, Jan, she wrote, I interviewed her. She talked about that, where you can input your memories into the database. And the only way you get to see other people's memories is if you put input yours and allow them to be shared it's an amazing book um
Starting point is 00:37:30 and it's a fictional book but it was kind of a fascinating idea as would you let your you know it was a black mirror episode of the recordings if you remember but the idea is what would you what would you want to know i would like to know what was in my dad's head like i don't know but maybe i wouldn't because in that book, someone has a great memory of her dad going to a zoo one day and then she watches his memory, which was not good.
Starting point is 00:37:52 Candy House. Candy House. It's an amazing book like that. Okay, so let's change directions again. Okay. One thing that stood out to me early in the book is that when you went back to the post, you took a job that let you work your way up
Starting point is 00:38:05 to being an intern. Yes. I've never heard that before. Well, yeah. I thought you started the intern and worked your way up. No, no, I delivered mail at the Washington Post. I took any job I could,
Starting point is 00:38:17 because I always knew if you get in there, you know this too, if you get in there, you first of all. It's a classic agent thing in Hollywood. Yes, right? Well, Ari Emanuel did the same thing, interestingly, and he really did, is you get in there, you first of all, yes, right? Well, Ari Emanuel did the same thing, interestingly, and he really did. Is you get in there and you can see, I was very aware of the politics of the place. Like one thing that struck me was incredibly talented people, and I don't mean the most
Starting point is 00:38:36 famous, by the way, I don't, were very kind. Less talented people were less kind. It was really interesting, you know? And I was like, huh, that's interesting. And years later, people that I delivered mail for worked for me, which was something else. And I never told them, by the way, pick up your mail. But nobody has mail now, right? But we did. Like, I would sit there and do that. And I would, I thought I always thought that was a useful way to work your way up. And I loved being in those jobs. And then I worked my way up to the news aide and then the editorial aide. And then they didn't want to give me the internship, which was a big deal.
Starting point is 00:39:12 But that's a big deal. The Washington Post internship was a big deal. It was a big deal. But they didn't want to give it to me because they like to give it to kids from Harvard and Yale and stuff like that. And I was an internal person. And I just out-reported all the other kids. You know who was – Ryan Murphy was an intern person. And I just out-reported all the other kids, you know, and stuff. You know who was, Ryan Murphy was an intern with me who did Glee and really amazing director. He was so talented, but he was so mean to all the, he was really a fascinating person.
Starting point is 00:39:36 So Kara Swisher working as an intern in the Washington Post. Yeah. And you visualize your future. Is this who you thought you would be? Exactly. I used to tell people in grammar school, I'm going to be famous someday and I'm going to impact the world. And I was like, I really did.
Starting point is 00:39:54 I did. I thought, largely because as you know, once you get in somewhere, you can see pathways, right? And one of the things I did have was this, I knew I was really good at it. Listen, I wanted to be an architect and I was a bad architect I went to junior year I went to an architecture program I think it was Harvard or one of them a summer program and everything I designed was ugly
Starting point is 00:40:16 everything it was terrible and I was like I love it so much and I design ugly things and it wasn't even ugly in a good way it was ugly in a bad way way. It was just not good. And I knew it. I knew it as much as I loved it. I wasn't going to be that. The minute I started writing for the college newspaper in my freshman year, I knew I was the best. I knew it. I was like, I'm good at this. This I'm actually, and I'm not just good. I'm better than other people. But now you're not just a writer, right? Did you see yourself as an entrepreneur? Yes. Because that's what you've become. Yes, I have. I definitely, you know, I think going to Silicon Valley prompted me to be,
Starting point is 00:40:46 that's one thing that I wish people would get through. We, Walt and I pioneered so much of what was happening now. You know, it was funny. Someone's like, Kara, Substack is new and fresh. I'm like, are you fucking kidding me?
Starting point is 00:40:58 That's what we did at All Things D. Like, that's what we were doing. And so I thought that was a hard thing to do. And that to me is my, besides my kids are my greatest accomplishment. And I don't mean that. And just like, oh, I'm saying it. I believe it. But, but that is entrepreneurial too, being a lesbian, having kids 20 years ago was very entrepreneurial. Um, but, um, and being pregnant, like also was like
Starting point is 00:41:18 a challenge. It was a challenge to get pregnant at the time. And there was all the prejudice. Um, but the things I've made, I feel absolutely great about. That's the, like, the things I... So are you a great entrepreneur? I think I'm a media entrepreneur, which is I should have taken the job at Google that I was offered, or the job at Facebook, or the job at AOL. I would have had... But are you a great entrepreneur?
Starting point is 00:41:38 I am a great entrepreneur. And why weren't your companies bigger? Because I like media. Because media is not a big... It's not a big business, Mark. It isn't. I don't know. Sounds like an excuse to me. Why don't I go on Shark Tank and I'll figure it out?
Starting point is 00:41:52 I just had to nail you with one thing. I had to set you up and nail you with one thing. I'll tell you why. Because I liked what other people then did with what we started, like Jessica Lesson doing the information. She put Shoot Upon Us subscriptions. I still don't think that that's big a business. And even the New York Times, I say this all the time, their revenues are 2.4 billion and they're the biggest success. Is that big? It's not. It's just not. Their profits are not that big. So you can't, it's just not a good business is the thing. You're the one who picked it, not me. All right. Okay. I don't know what to say. I should have taken that. I just wanted to mess with you. So, okay. So real quick, TikTok. TikTok, yeah. Kill it, sell it, what?
Starting point is 00:42:24 I'm sure you've been talking to people. Kill Mary. No, fuck. No, I think you've got to be looking at buying it. Wouldn't you want to get a hold of that? Oh, I'd love it, right? Well, and? No, but there's just no way, right?
Starting point is 00:42:34 Why not? I just don't think they get to that point. They are. But I think if I walked in, I told this to TikTok, right? Yeah. And I said, the only way that you save yourself is you create history files of all the videos you show. So, and make them available to parents of any minors and make it available to the government.
Starting point is 00:42:51 It's gone too far. No, but see, but at that point, you can reverse engineer the algorithm so we know whether there's influence from the external sources. Yeah, but see, I don't think anyone cares about proof now. This narrative of China spying on us is- But the reason they said no when I talked to them about it yeah because you could reverse engineer the algorithm and that's what they
Starting point is 00:43:08 care about more than anything because even if we bought it if i bought it yeah the algorithm is still would have to be rewritten and you can't yes but i think the overhang the chinese government is not going away with both no that's the whole point right so someone whoever buys it has to rewrite the algorithm right otherwise there's no point in buying, that's the whole point, right? So someone, whoever buys it has to rewrite the algorithm. Right. Otherwise, there's no point in buying it, right? But the whole value of TikTok is the algorithm. Right, that's correct.
Starting point is 00:43:31 So that's the catch-22. You're buying something you can't buy. Oh, that's a fair point. But this bill is going to pass. Right, again, but what is the one salvation? And that is just complete transparency. But anyways, more importantly, buy the burn book by Kara Swisher.
Starting point is 00:43:45 Kara Swisher. Thank you. It was fun. On with Kara Swisher is produced by Naima Raza, Kristen Castro-Rossell, Kateri Yoakum, and Megan Burney. Special thanks to Sheena Ozaki, Mary Mathis, Kate Gallagher, Andrea Lopez-Gruzado, Ode White, and Michelle Berg. Our engineers are Fernando Arruda and Rick Kwan. And our theme music is by Trackademics. If you're already following the show, you get to be in the next chapter of People I Like, another short chapter. If not, it's just all burns for you and possibly some singeing. Go wherever you listen to podcasts, search for On with Kara Swisher and hit follow. Thanks for listening to On with Kara Swisher from New York Magazine, the Vox Media Podcast Network and us.
Starting point is 00:44:29 You can subscribe to the magazine at nymag.com slash pod. We'll be back on Monday with more. Do you feel like your leads never lead anywhere and you're making content that no one sees and it takes forever to build a campaign? Well, that's why we built HubSpot. It's an AI-powered customer platform that builds campaigns for you, tells you which leads are worth knowing, and makes writing blogs, creating videos, and posting on social a breeze. So now, it's easier than ever to be a marketer. Get started at HubSpot.com slash marketers.

There aren't comments yet for this episode. Click on any sentence in the transcript to leave a comment.